Synthesis 2017; 49(21): 4769-4774
DOI: 10.1055/s-0036-1588848
special topic
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Double Borylation of Diaryl Sulfoxides with Diboron

Hayate Saito, Keisuke Nogi, Hideki Yorimitsu*
  • Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan   Email: yori@kuchem.kyoto-u.ac.jp
This work was supported by JSPS KAKENHI Grant Numbers JP16H01019, JP16H01149, JP16H04109, and JP16H06887 as well as by ACT-C, JST. H.Y. thanks Japan Association for Chemical Innovation, Tokuyama Science Foundation, and The Naito Foundation for financial support.
Further Information

Publication History

Received: 01 April 2017

Accepted after revision: 04 May 2017

Publication Date:
29 May 2017 (eFirst)

Published as part of the Special Topic Modern Strategies for Borylation in Synthesis

Abstract

Borylation of the C–S bond of diaryl sulfoxides with bis(pinacolato)diboron (B2pin2) is accomplished by means of a phosphine-ligated palladium catalyst and LiN(SiMe3)2 as a base. Both of the aryl rings of the diaryl sulfoxides are converted into borylated products.

Supporting Information

 
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